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Titolo:
Comparison of reactions of radical cations of 1-phenylalkanols produced byphotoionization and by one-electron oxidation in aqueous solution
Autore:
Steenken, S; Ramaraj, R;
Indirizzi:
Max Planck Inst Strahlenchem, D-45413 Mulheim, Germany Max Planck Inst Strahlenchem Mulheim Germany D-45413 13 Mulheim, Germany
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
fascicolo: 9, , anno: 2001,
pagine: 1613 - 1619
SICI:
1472-779X(200109):9<1613:CORORC>2.0.ZU;2-0
Fonte:
ISI
Lingua:
ENG
Soggetto:
SIDE-CHAIN OXIDATION; HOMOLYTIC AROMATIC-SUBSTITUTION; SPIN-RESONANCE; PULSE-RADIOLYSIS; METAL-IONS; HYDROXYCYCLOHEXADIENYL RADICALS; HYDROXYLATION; PEROXYDISULFATE; OH; FRAGMENTATION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
53
Recensione:
Indirizzi per estratti:
Indirizzo: Steenken, S Max Planck Inst Strahlenchem, D-45413 Mulheim, Germany Max Planck Inst Strahlenchem Mulheim Germany D-45413 Germany
Citazione:
S. Steenken e R. Ramaraj, "Comparison of reactions of radical cations of 1-phenylalkanols produced byphotoionization and by one-electron oxidation in aqueous solution", J CHEM S P2, (9), 2001, pp. 1613-1619

Abstract

Benzyl alcohols in aqueous solution react with photo- and radiation-chemically produced (OH)-O-. and SO4.- radicals. with diffusion-controlled rates to yield OH-adducts and benzyl alcohol radical canons; respectively. The former can be converted to the radical cations by H+-induced (heterolytic) dehydroxylation, whereas the latter decay, by a) electrophilic reaction with water (= reverse of the dehydroxylation reaction) giving rise to C-nucleus-OH-adducts and by b) side chain C-H deprotonation yielding alpha -hydroxybenzyl-type radicals. If, however, the radical cation is produced by biphotonic ionization of the benzyl alcohol; the pattern of C-nucleus-OH bond formation and side chain C-H bond breakage is different from that in the reaction with SO4.-. It is concluded that, at least in this reaction, it. is not the free, solvated radical cation that reacts with water but the ion pair [radical cation-SO42-].

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Documento generato il 02/06/20 alle ore 01:24:33